All you grapplers, would a guy sitting in your guard with his hands on his head help or hurt subbing him out?

Are you talking about this?

If I was in a demo with a guy and he asked me to pause mid sweep so he could wind up and give me a dead leg, I'd be tempted to get up and crack him one in the jaw, - but face it I'm far too polite/timid to do that.

I was merely trying to say that Keysi guys are trained to think outside the box, regarding where to hit, and what with. A combination might start off wrenching someone's arm as they try to grab you, followed by a elbow to the shoulder joint, extending to a hammer fist to inside of the thigh of the rear leg (baring in mind that he his standing behind his assailant, at this point), then an elbow to the kidney, and a punch to the chest, from over the shoulder, extending into a one armed sleeper hold, while the other arm monitors for other potential assailants...and all done with the fluidity of a boxer's "jab, cross, hook".
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How often do you fantasize about fighting? I am curious what you base this fantasies on: movies, LaRP parties, table top role playing? That was very creative.

A combination might start off wrenching someone's arm as they try to grab you, followed by a elbow to the shoulder joint, extending to a hammer fist to inside of the thigh of the rear leg (baring in mind that he his standing behind his assailant, at this point), then an elbow to the kidney, and a punch to the chest, from over the shoulder, extending into a one armed sleeper hold, while the other arm monitors for other potential assailants...and all done with the fluidity of a boxer's "jab, cross, hook".